Caroline Bayless competed in her first WWMRT event in 2025, having jumped into the sport in 2024. Leading Team Something Chill, a group of freshly minted college grads, Caroline brings energy, ambition, and a love for the game to every regatta. Alongside her dynamic teammates, the team is transitioning from a successful run in collegiate fleet and team racing to the high-intensity world of match racing.

Based in the U.S., Team Something Chill is all about finding the sweet spot between performance and vibe. They’re competitive, driven, and always up for a good challenge—but never at the expense of keeping things fun and collaborative.